Ethanol → HCID 67609650, compound

HRID 1505574Notes

Reaction equation

HRID 1505574 reaction equation
[CH2:1]([O:3][C:4](=[O:12])[C:5]([C:7]1[CH2:11][CH2:10][O:9][CH:8]=1)=[O:6])[CH3:2].[CH2:13]([OH:15])[CH3:14].[Br:16]N1C(=O)CCC1=O>ClCCl>[CH2:1]([O:3][C:4](=[O:12])[C:5]([C:7]1([Br:16])[CH2:11][CH2:10][O:9][CH:8]1[O:15][CH2:13][CH3:14])=[O:6])[CH3:2]

Participants

5

Reactant 3

HCID 702EthanolHCID 67184N-bromobutanimideHCID 11571862HCID 11571862, compound

Product 1

HCID 67609650HCID 67609650, compound

Reagents, catalysts & solvents 1

HCID 6344DichloromethaneSolvent

Conditions

Temperature
7.5 °C

Procedure

Ethyl-2-(4,5-dihydrofuran-3-yl)-2-oxoacetate (VI, 100 g) was dissolved in dichloromethane (500 ml) and Ethanol (150 mL) was added. The reaction mass was cooled to 5 to 10° C. N-bromosuccinimide (115 g) was added lot wise by maintaining temp below 10° C. Reaction mass was then stirred at 20-30° C. till completion of reaction. Reaction mass was washed with sodium bicarbonate solution (2%, 3×400 mL) and the organic layer was used for the next step.

Workup

  1. temperatureby maintaining temp below 10° C
  2. customReaction mass
  3. customReaction mass
  4. washwas washed with sodium bicarbonate solution (2%, 3×400 mL)

Sources & evidence

ORD record
ord-690d85a9c3564f12b60904e039a473ed
Source dataset
uspto-grants-2015_12
Patent number
US09216990B2

Reaction notes

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